<i>o</i>-Nitrobenzyl Oxime Ethers Enable Photoinduced Cyclization Reaction to Provide Phenanthridines under Aqueous Conditions
<i>o</i>-Nitrobenzyl Oxime Ethers Enable Photoinduced Cyclization Reaction to Provide Phenanthridines under Aqueous Conditions
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<i>o</i>-硝基苄基肟醚在水相条件下实现光诱导环化反应生成菲啶
DOI：
10.1021/acs.orglett.2c04015
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发表时间：
2023
期刊：
影响因子：
5.2
通讯作者：
Nagatsugi Fumi
中科院分区：
文献类型：
--
作者：
Okamura Hidenori;Iida Momoka;Kaneyama Yui;Nagatsugi Fumi
本文报道了一种新的邻硝基苄基肟醚的N-O光解反应，通过分子内环化反应合成菲啶。在不使用额外的光催化剂或光敏剂的情况下，在水性条件下将样品暴露于近可见光（405 nm）时，该过程的效率≤96%。通过在HeLa细胞中光诱导产生荧光菲啶衍生物，证明了在生物条件下反应的进展。这种光诱导的环化反应可以作为一种不同的光化学手段，通过诱导生物活性分子的产生来控制生物过程。
In this paper, we describe a novel N–O photolysis ofo-nitrobenzyl oxime ethers that enables the synthesis of phenanthridines via intramolecular cyclization reactions. Without the use of additional photocatalysts or photosensitizers, the process proceeds with an efficiency of ≤96% upon exposure of the sample to near-visible light (405 nm) under aqueous conditions. Through the photoinduced production of a fluorescent phenanthridine derivative in HeLa cells, the progress of the reaction under biological conditions was demonstrated. This photoinduced cyclization reaction could be used as a different photochemical instrument to control biological processes by inducing the production of bioactive molecules.